Abstract
Arylidene imines of α-amino esters undergo cycloaddition to ethyl phenylpropiolate, methyl propiolate and dimethyl acetylenedicarboxylate (ADE) on heating in toluene (110°C)or o-xylene (135- 145°C). The reactions proceed via stereospecific azomethine ylide formation and give single 3-pyrroline cycloadducts in moderate to good yield. Reaction of certain of the imines with 2 mol. of ADE leads to a pyrroles formed by rearrangement. The mechanism of the rearrangement is discussed.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
